Caroline Rhea & Kym Whitley: Spying & Stolen Purses

Summary

Podcast Summary: "Jeff Lewis Has Issues"

Episode: Caroline Rhea & Kym Whitley: Spying & Stolen Purses
Date: January 23, 2026
Host: Jeff Lewis (with recurring panel incl. Ryan Bailey, Shane, Sarah Colonna)
Guests: Caroline Rhea, Kym Whitley

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Episode Overview

This lively episode of "Jeff Lewis Has Issues" brings together comedians and close friends Caroline Rhea and Kym Whitley for an unfiltered conversation packed with wild stories, hilarious banter, and candid insights into relationships, family, and personal quirks. Key themes include navigating co-parenting and single parenthood, the fun and mischief of female friendship, detective-level boyfriend spying, stolen (and gifted) luxury purses, and their shared history in standup and show business.

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Key Discussion Points & Insights

1. TV and Pop Culture Hot Takes

[01:04–02:55]

• The crew opens with recommendations for reality TV—“The Valley,” “Traders,” “Landman”—and how reality shows offer both genuine conversation and delicious drama.
• Ryan Bailey offers glowing reviews:
  • "You have Gigi and her credit score... new characters you're actually fascinated by. So that's like a high recommend." – Ryan Bailey [02:18]

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2. Friendships & Decades-Long Bonds

[06:03–16:23]

• Kym and Caroline dive in, immediately riffing on each other's outfits and playfully jabbing about a misinterpretation of the "Vegas showgirl" dress code.
• "I've known her for 30 years." – Kym Whitley [06:59]
• The pair have a long history, including Caroline attending Kym’s baby shower, co-parenting stories, and their time together in Hawaii (including a memorable, dolphin-induced pregnancy reveal).
• “Kim bathed Joshua, her son, in the sink at my house. That's how long we've known each other.” – Caroline Rhea [14:04]

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3. Motherhood, Parenting, and Astrological Banter

[12:54–26:32]

• Caroline shares her struggles and joys with her 17-year-old daughter and discusses how mother-daughter relationships can feel like serving a “queen.”
  • “She is... I call her queen hormone. If she'll actually ever ask me to do anything, I'm thrilled. Her name for me is lady who fetches things.” – Caroline Rhea [22:12]
• Discussion about co-parenting, single parenting, and custody dynamics, both from Caroline’s and Jeff’s perspectives.
  • “It's very tricky when you divide like that. You have to be mother and father, both of you, each time.” – Caroline Rhea [25:51]
• Astrological signs are referenced throughout, using them to analyze personalities, compatibility, and even parenting styles.

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4. Therapy, Relationships, and Life’s Unfiltered Messiness

[20:34–23:10]

• The comedians joke about therapy simply being “an hour of the day someone has to listen to you.”
  • “I started seeing a therapist because my family says I'm in denial, which is a total lie. And I've just convinced myself there's a friend I see once a week and then I lend her $220.” – Caroline Rhea [21:09]
• Caroline confesses to obsessing over exes, earning a therapist’s ultimatum.
  • “When your therapist says, ‘If you never mention him again, I won't charge you anymore.’” – Caroline Rhea [21:05]

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5. Spying on Cheating Boyfriends: Kym’s PI Adventures

[27:11–30:33]

• Kym details her “spy” era, including using spyware and even physical stakeouts to catch a cheating fiancé.
  • “There’s some real joy in being able to spy on someone. It gets to be fun. It's wrong, you know?” – Caroline Rhea [29:04]
  • “I had a camera in a tissue box. I had a lot of stuff going on. I was doing too much.” – Kym Whitley [29:17]
• The moral tangle and adrenaline of “catching” a partner is hilariously dissected—both admit the process becomes its own twisted entertainment.

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6. Stolen (and Gifted) Purses, Storage Units, and the Sisterhood of Stuff

[33:47–44:05]

• Kym tells the saga of discovering Caroline accidentally gifted her a valuable Gucci purse, and the confusion (and jokes) that follow when Caroline demands it back to give to her sister.
  • “Three weeks ago, my niece is like, ‘Caroline gave you a Gucci?’…I went in the little zipper part because it was brand new…and the little zipper part had the paperwork and everything. I was like, she gave me a Gucci. I was like, she loves me.” – Kym Whitley [40:48]
  • “Parallel universe…I'm like, where is the Gucci purse I bought my sister? I cannot find this purse.” – Caroline Rhea [41:27]
• The duo riff on their histories of swapping clothes and possessions, accidentally mixing up valuable items, and what it reveals about their friendship.
• Caroline's storage unit is sold off after a payment mix-up, leading to surprising relief even as sentimental items are lost.
  • “Honestly, a little part of me was relieved. One storage unit down.” – Caroline Rhea [38:55]

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7. Collecting, Curating, and Sentimental Hoarding

[44:14–45:31]

• Caroline reveals a vast teacup collection rooted in her mother’s influence and a dream of someday opening a tea house as a remedy for social isolation.
  • “I went into an antique store…I was like Patrick Swayze in Ghost. My mother went into my body and started picking teacups.” – Caroline Rhea [44:33]
  • Dream: “One day to have, like, a big, open tea house where strangers...can start chatting.” – Caroline Rhea [44:58]
• Kym claims “collector” status, especially of “panties and gadgets,” leading to a running joke on excessive possessions.

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8. Dating Younger Men and Ageing in Hollywood

[48:06–49:22]

• Caroline, in classic self-deprecating fashion, jokes about "dating younger men" (who aren't even that young).
  • “You know you’re old when the younger man you’re dating is old.” – Caroline Rhea [48:06]
  • "It's not that younger men are interested in me... the man I'm dating is in his 40s. This is not robbing the cradle!" – Caroline Rhea [48:06]
• Anecdotes about her first (cluelessly gay) boyfriend and her mother's dry wit.
  • “Darling, Gary is here. And darling, I think the R is silent.” – Caroline Rhea, quoting her mother [49:18]

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9. Promotions, Stand-Up, and Upcoming Shows

[19:53, 46:19–47:34]

• The Ice House show in Pasadena, upcoming Vegas double bill, and Caroline’s special “I Identify as a Witch.”
  • For tickets: veeps.com/carolineray [$11.99] [46:54]
• The pair tease more comedy collaborations in the works, and the communal magic that happens when they perform together.

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Notable Quotes & Memorable Moments

• “Her name for me is lady who fetches things.” – Caroline Rhea [22:12]
• “I had a camera in a tissue box. I had a lot of stuff going on. I was doing too much.” – Kym Whitley [29:17]
• “You know you’re old when the younger man you’re dating is old.” – Caroline Rhea [48:06]
• “My mother goes, darling, it’s not like 39 is young. What's the problem?” – Caroline Rhea [48:31]
• Caroline’s dolphin impression [16:04] causes uproarious laughter, and her “useless skills” become a running gag.
• Banter about showgirl outfits devolves into whether Caroline looks “classy” or “expensive,” with jokes about high-end sex work [06:39].
• The group joyously inducts the guests into “chump” status (the show's inside joke and fanbase moniker) [34:24].

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Important Timestamps

• Spying/boyfriend cheating story: [27:11–30:33]
• Stolen purse saga: [40:06–42:30]
• Parenting/kids discussion: [22:12–26:32]
• Teacup collecting & loneliness anecdote: [44:33–45:31]
• Comedy dates & promo details: [19:53, 46:19–47:34]
• Mother-daughter banter/"lady who fetches things": [22:12]
• Dolphin impersonation segment: [16:04]

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Conclusion

This episode is vintage “Jeff Lewis Has Issues”: a winning mix of candid confession, acerbic wit, and authentic connection. Caroline and Kym shine as real-life friends who have weathered Hollywood and heartache together—trading laughter, misadventures, and designer handbags with equal parts affection and sharp tongue. For fans of unfiltered conversation, this one is as entertaining and warm as it gets.

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For more from Jeff Lewis and guests, catch live shows on SiriusXM or the Jeff Lewis Channel. For upcoming stand-up dates and tickets, see veeps.com/carolineray or check listings for The Ice House and Jimmy Kimmel’s in Vegas.

Transcript

[Jeff Lewis]

I believe that American Idol can change.

[Kim Whitley]

My life for the better.

[Caroline Rae]

ABC Monday American Idol is back.

[Ryan Bailey]

Why are you so emotional?

[Caroline Rae]

I didn't think I'd ever get to be somewhere like this.

[Commercial Announcer]

Where your vote turns dreamers. You ready for it?

[Kim Whitley]

You're going to Hollywood league into idols.

[Jeff Lewis]

There it is.

[Caroline Rae]

The golden ticket.

[Jeff Lewis]

You are inspiring.

[Caroline Rae]

You're pretty incredible.

[Ryan Bailey]

American Idol season premiere Monday, 8, 7.

[Caroline Rae]

Central on ABC and stream on Hulu.

[Commercial Announcer]

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[Caroline Rae]

When you're Jeff Lewis, the drama never stops.

[Jeff Lewis]

Stop fucking apologizing.

[Ryan Bailey]

You're not making it any better.

[Jeff Lewis]

You're just reminding me how late we are. I know I'm specific. I know I'm a little high maintenance which is why I tip really fucking well. I don't want to start shit, but don't you really?

[Kim Whitley]

Okay. Really.

[Caroline Rae]

Jeff Lewis has issues.

[Ryan Bailey]

Hey, welcome to Jeff Lewis has issues. In today's episode, Caroline Rae and Kim Whitley join the show. We talk about spying on cheating boyfriends, stolen purses and dating younger men.

[Sarah Colonna]

I'm your new host, Ryan Bailey. Sitting with me as always, my main gal, Sarah Colonna. Sarah, how's the weather out there today?

[Caroline Rae]

Hey, what's going on, Ryan?

[Sarah Colonna]

Not much.

[Caroline Rae]

Sarah, what's up in the magic world?

[Sarah Colonna]

Oh, it is magical.

[Caroline Rae]

Yeah.

[Sarah Colonna]

Today we have some amazing guests that we're just waiting for right now. Tell us a little bit about those guests, Sarah.

[Caroline Rae]

Well, you made Jeff disappear.

[Sarah Colonna]

Apparently I truly am magic and a miracle worker.

[Caroline Rae]

Yeah, he brought us back.

[Ryan Bailey]

Oh, thank you so much. Yeah, sometimes Jameson will play a promo but I figured one, one or the other would happen and we did it.

[Shane]

Ryan's got it.

[Ryan Bailey]

Ryan, why have you here? You are considered a TV movie critic. Kind of a poor man's like, you know.

[Sarah Colonna]

Yeah, I would agree with that.

[Ryan Bailey]

What is your take on the Valley? Persian style all.

[Sarah Colonna]

Even if I didn't know MJ and Reza, it is such a good show. Those first two episodes are really solid. There's enough of like it's actual grown ups having conversations but there's still mess. You have Gigi and her credit score. You have M.J. and Tommy, M.J. and her mom. You have Reza and his husband, but also new characters that you're Actually fascinated by and having real conversations. So that's like a high recommend, you know, like just the first two episodes were excellent. I don't want it to get lost in the shuffle of how many shows are out there right now with Traders, Beverly Hills, the Pit. Thursday night is stacked. But I'm telling you, go to Peacock. Watch these first two episodes. Tonight is the third episode. We want shows like this to able to thrive and survive, especially on Bravo. So I highly recommend Glowing recommendation.

[Caroline Rae]

This is really. No, that was really good. Like, don't be a magician. You're really good at that.

[Kim Whitley]

Just stick with that.

[Ryan Bailey]

You're right. You know what I mean?

[Caroline Rae]

That was really good.

[Ryan Bailey]

I agree with you. I very much. It very much sucked me in and I'm invested already. I hate Tommy and I'm sure the rest of the viewers do too.

[Caroline Rae]

Yeah, I haven't watched it yet, but that's what I've. The one thing I have her I want. I have it on my.

[Sarah Colonna]

But it is interesting because you sense his insecurity that he masks with extreme, extremely horrible jokes and picking at mj and that just does not work. And then she gets it from her mom. But in this past week's episode, her mom actually stood up for her with Tommy. And Mercedes wasn't even used to her mom sticking up for her, which just really tells you something about Mercedes and what she's grown up with and now what she has been married to. And you know, she was on Watch what Happens live and she did great last week and just said, hey, listen, I love him. You know, I do love him. That is.

[Ryan Bailey]

I don't know how. I think he's disgusting. I think he's trash. I haven't watched.

[Caroline Rae]

Oh, now I want to watch it.

[Ryan Bailey]

Just to see, honestly. And I'm just curious. Just because I'm so privy to behind the scenes and I'm curious, would I feel the same way if I wasn't. I think.

[Shane]

I think. I mean, there's no redeeming. Sorry, there's nothing redeeming about him on the show so far.

[Sarah Colonna]

On the show.

[Caroline Rae]

But don't you think part of it's because you love her and you care about her? Right? Like, I mean, is part of it. You're more passionate about it because of that or is it sort of?

[Shane]

Probably, but he doesn't look like a great guy so far.

[Caroline Rae]

Okay. Yeah.

[Ryan Bailey]

I don't know. It's the traders I love. I heard you got.

[Sarah Colonna]

I was so excited that you said you watched the first three episodes. Like, I've been wanting you to get into that show forever. Isn't it so good?

[Ryan Bailey]

It's so good. And I promise Monroe, because it's something now we're doing together.

[Caroline Rae]

Yeah.

[Ryan Bailey]

She comes home Monday, so I can't. Even though it comes out Friday, I can't watch it till Monday when Monroe comes home.

[Sarah Colonna]

But you can just act like you didn't watch it.

[Ryan Bailey]

No, I kind of want to watch it with her.

[Shane]

That's fine. You have Persian style.

[Jeff Lewis]

You have.

[Shane]

We have Salt Lake. You have Beverly Hills.

[Ryan Bailey]

I keep hearing about Landman. I think I'm going to try.

[Sarah Colonna]

I'm going to jump into second season of Landman.

[Ryan Bailey]

I'm going to jump into land. I haven't seen the first season.

[Sarah Colonna]

Yeah, I don't.

[Caroline Rae]

I couldn't watch it because they just keep. All these older men just keep sexualizing. This girl, she plays like a teenager in it, but she's. I guess she's older than that. But she plays a young. She plays one of the daughters, I think, Billy Bob's daughter. And every guy's like, oh, my God, she's so hot. And they all, like all these old men can't handle themselves around her. And I'm like, that's not how men are.

[Shane]

Well, turn to your right.

[Caroline Rae]

Yeah, well, not all of them. Yeah, turn to your left.

[Sarah Colonna]

How dare you.

[Ryan Bailey]

All right, why don't we bring Kim Whitley in? Is she ready? Is that Kim?

[Caroline Rae]

Hi, Kim.

[Sarah Colonna]

She is rare.

[Ryan Bailey]

She's just in the green room, like, waiting.

[Sarah Colonna]

She's very.

[Shane]

You're not gonna pull her away from Ty.

[Caroline Rae]

Oh, that's right. Because didn't they meet? They met last time. Right. And they became fast friends. Doesn't she have his phone number or something?

[Ryan Bailey]

I have no idea.

[Caroline Rae]

I've met him, like, five times. Never gotten his number.

[Ryan Bailey]

I have no idea.

[Caroline Rae]

Really?

[Kim Whitley]

Yeah.

[Caroline Rae]

Not once.

[Sarah Colonna]

Ty offered Sarah a new dress.

[Ryan Bailey]

Ryan Bailey, thank you so much for being here. Thank you, Sarah Colonna. And remember, just, you know, keep your eyes up tonight.

[Caroline Rae]

Yeah. Card tricks when you're at the party.

[Kim Whitley]

Yes.

[Ryan Bailey]

Love you, Sarah. See you tonight.

[Caroline Rae]

Thank you.

[Ryan Bailey]

All right, Kim Whitley's coming in.

[Caroline Rae]

She looks gorgeous.

[Ryan Bailey]

Oh, wow. Someone's doing press today. She looks good. All right. There she is. Come on in.

[Kim Whitley]

What's up? Y' all got me some tea? Where's the champagne?

[Ryan Bailey]

Do you want champagne? Do we have champagne?

[Kim Whitley]

We might, in our locker. Are you. Are you kidding me?

[Caroline Rae]

I thought we were doing the big. I have to change.

[Ryan Bailey]

Oh, wait, Carol. No, Caroline, it's fine. Caroline, you're good. She's dressed as a Vegas showgirl.

[Kim Whitley]

No, she's dressed as a whore.

[Ryan Bailey]

All right, Will you sit down and get on the.

[Shane]

Get on the mic?

[Caroline Rae]

I'm sorry.

[Kim Whitley]

Wow, that is so cute. You know what?

[Caroline Rae]

I thought the Golden Globes were last weekend.

[Kim Whitley]

Well, why do I. Why do I look like your manager? You could have told me what we're wearing.

[Caroline Rae]

First of all. Have you ever even seen horror up close? And why would I be wearing it? We're supposed to be Vegas showgirls.

[Kim Whitley]

Notes. Oh, my God. I didn't even know Caroline could dress like this. I've known her for 30 years.

[Ryan Bailey]

She does look like. Sorry. A prostitute.

[Caroline Rae]

What are you talking about?

[Ryan Bailey]

Yes.

[Caroline Rae]

You do not look like a prostitute.

[Shane]

A really good one, though.

[Ryan Bailey]

Yes.

[Caroline Rae]

High end.

[Shane]

High end.

[Kim Whitley]

Very expensive.

[Caroline Rae]

Excuse me, I have a onesie. I can put it back on.

[Kim Whitley]

You do have a onesie.

[Caroline Rae]

Why are you sick? What's the matter?

[Ryan Bailey]

Oh.

[Kim Whitley]

Oh, he has a throat issue.

[Ryan Bailey]

I had the flu last weekend. I'm over the flu.

[Caroline Rae]

A.

[Ryan Bailey]

No, no list. I'm over the flu. Now, this is a secondary infection. It's like bronchitis or walking pneumonia.

[Kim Whitley]

Yeah, that's not a lot of drugs.

[Ryan Bailey]

Don't worry. Yes, don't worry. Antibiotics. Steroid. I kept telling everyone it was like cortisone. It's predisone, and then just Dayquil, Mucinex, you know, just those kind of things.

[Caroline Rae]

Any drug that you could get your hands on that is like, pretty much all the zones.

[Kim Whitley]

How about. Stop swallowing bad shit. Oh, I'm so.

[Caroline Rae]

Who are you? You've called me a whore. And they've offended the host for five seconds.

[Kim Whitley]

Let me tell you something. When you come to this baby, let me tell you something. They play no games here. You got to come in fully loaded.

[Caroline Rae]

I know that you already have yours on, but don't. Your body is extra.

[Ryan Bailey]

Oh, yeah. I gotta put your headphones on.

[Kim Whitley]

Yeah, I didn't think about that. I brought you some Manuka honey throat lozenges and I put them.

[Ryan Bailey]

Thank you.

[Kim Whitley]

Nice little jar. You gotta suck on these.

[Ryan Bailey]

Thank you so much.

[Kim Whitley]

Ken got you in trouble in the first night. I'm sorry. Under low. Too low. Too low.

[Ryan Bailey]

Ouch. Yeah.

[Shane]

Too low.

[Ryan Bailey]

Well, we were just.

[Caroline Rae]

I don't know if. Hey, everybody.

[Shane]

Hello.

[Kim Whitley]

Did you see the tall black man in the green room? No. Oh, girl.

[Caroline Rae]

Is that your boyfriend?

[Ryan Bailey]

Yes.

[Caroline Rae]

Oh, wow.

[Kim Whitley]

Sagittarius.

[Caroline Rae]

Aren't you an Aries?

[Ryan Bailey]

Yes.

[Caroline Rae]

Yes.

[Kim Whitley]

What do you think about Sagittarius?

[Caroline Rae]

Perfect. I mean, wow.

[Ryan Bailey]

Do you follow astrology?

[Caroline Rae]

What does she of course I do. I mean, there will be a lot of, like, hey, honey, I brought home an extra friend in the vibe. I mean, they're very popular. Sagittarius.

[Ryan Bailey]

Sagittarius.

[Caroline Rae]

They like to. You're sort of a one man man, actually, when you're in.

[Ryan Bailey]

Yes, I am.

[Caroline Rae]

And they are a little bit life of the party.

[Ryan Bailey]

I didn't.

[Kim Whitley]

Life of the party.

[Ryan Bailey]

I don't know. In my case. Well, I don't know.

[Caroline Rae]

We're so fiercely loyal. We're pathetic.

[Ryan Bailey]

Yes. So you're an Aries.

[Caroline Rae]

Oh, yeah.

[Ryan Bailey]

When's your birthday?

[Caroline Rae]

April 13, 1994. And I. No one asked a year. I just want to tell them.

[Ryan Bailey]

Caroline Rae, I've been a fan for years. I think most people know you from Sabrina the Teenage Witch.

[Caroline Rae]

But where did we have so much fun? We were sitting together somewhere, you and I.

[Ryan Bailey]

Is it possible I could have been on your talk show?

[Caroline Rae]

Mm. Mm.

[Ryan Bailey]

No. Cause I thought maybe I was.

[Kim Whitley]

But she said, well, we were having fun.

[Caroline Rae]

I'm sorry. Is it my roast?

[Kim Whitley]

No, I'm just. You're so mean.

[Caroline Rae]

Why are you being so mean today?

[Ryan Bailey]

But you know what we have to do.

[Caroline Rae]

Having fun. Do you know how I met her? She was stealing something out of my purse, and I stopped her.

[Ryan Bailey]

That's how you met?

[Caroline Rae]

Yeah, in my dressing room at Carolyn's. I was like, oh, there's this lovely woman, Comedy gloves. She's going through my purse, but that's okay. Hi.

[Shane]

What were you trying to find?

[Kim Whitley]

I was trying to see whose purse it was. It was in a room.

[Caroline Rae]

Sure.

[Kim Whitley]

A dressing room.

[Caroline Rae]

It was in a dressing room that had my name. The lie Detective.

[Kim Whitley]

Determined.

[Caroline Rae]

That was a lie. A lot of people.

[Ryan Bailey]

I love how she offers me these lozenges, but then she's taking them herself and she doesn't even hand them over.

[Shane]

No, she's. She's sucking on a Pop Tart.

[Kim Whitley]

Hey, hey, hey. And I'm sucking on you suck on one of those. But not up on the air.

[Caroline Rae]

Up high.

[Kim Whitley]

Can you hand that?

[Ryan Bailey]

Thank you.

[Kim Whitley]

Oh, you gave it to him. Yes.

[Jeff Lewis]

Thank you.

[Kim Whitley]

That is the best.

[Caroline Rae]

Kim, can you introduce me to your friends? Because I know you're so good with names.

[Kim Whitley]

Okay, first of all, this is Jamison and.

[Ryan Bailey]

What do we call him?

[Caroline Rae]

Hi.

[Kim Whitley]

The gayest.

[Ryan Bailey]

No, pass around.

[Kim Whitley]

Pass around. That's right.

[Ryan Bailey]

Party.

[Kim Whitley]

Pass around. Party favor.

[Ryan Bailey]

Bottom.

[Caroline Rae]

I'll take it.

[Kim Whitley]

Mess it up.

[Caroline Rae]

I'll still take the gayest gay pass around. Like, why are gay, like, Grindr and everything? Why is it not, like, swipe right. Shouldn't you swipe up or down? And that would tell you what it was. Oh, what a cute idea.

[Ryan Bailey]

That's a great idea.

[Shane]

I want to top him. I want to bottom for him up and down. Swipe, swipe.

[Caroline Rae]

Yeah, very cute. Just to give the round robin, this is Shane, Jeff's chief of staff. Hi, Shane. How are you?

[Shane]

Capricorn.

[Caroline Rae]

Capricorn. Okay. Oscar. He gets your stuff done.

[Ryan Bailey]

But this is.

[Shane]

Yeah, yeah, exactly.

[Ryan Bailey]

We're very simpatico.

[Caroline Rae]

This is Oscar. That's a fight you don't want to be around. This is Oscar, our associate producer who takes host and calls. And then. What sign are you?

[Ryan Bailey]

Taurus. Lot of childhood trauma there.

[Caroline Rae]

Okay.

[Kim Whitley]

A lot.

[Caroline Rae]

I'm an Aries. Jeff and I are both Aries. What day are you? April 9th. April. He's March.

[Shane]

March 24th.

[Caroline Rae]

And that's where Aries. And then.

[Shane]

This is funny.

[Kim Whitley]

Never keep her clothes on.

[Caroline Rae]

And.

[Kim Whitley]

Just came out. Apologize.

[Ryan Bailey]

She's going through a breakup, so she's allowed to go through her slutty face.

[Caroline Rae]

In my slutty phase.

[Kim Whitley]

You're right. Absolutely.

[Caroline Rae]

Do you want to bore this outfit? Apparently, I look like a prostitute. Thank you.

[Kim Whitley]

No, but you look good.

[Caroline Rae]

Caroline, the whole point was. Okay, one. You said, dress like a showgirl. I took it literally. And we are doing a Vegas show together, so I thought we were promoting.

[Kim Whitley]

It, but I didn't get the memo.

[Caroline Rae]

For the listeners, we should say, Caroline is wearing an all black outfit. It's a corset. It's a Taylor Swift one. I literally got it off the. She's on the airport fishnets with feathers and then a chiffon kind of COVID up. You really popped off. Thank you. I did pop off. I thought that meant you died, but I'm sure that popped off meaning something else or that you had a peak moment in sex. But what does pop off mean?

[Kim Whitley]

Yes. Thank you.

[Caroline Rae]

I have to use it against my daughter later because I use her like I use her language against her. I go, honey, dinner's ready. Low key. And she's like, not how you use means like, you ate down. You slayed. I ate down. That sounds like more like what Jeff was suffering from. That sounds like how he got that sore throat he ate down. I sl. Yeah. If I come home and I say to my daughter, darling, I slayed, she'll be like, did you hurt someone? Like, it just. It doesn't come out of my mouth properly.

[Sarah Colonna]

Yes.

[Ryan Bailey]

Your daughter's 17?

[Caroline Rae]

Yeah, 17 and 6ft tall. Her goddaughter.

[Kim Whitley]

My goddaughter.

[Caroline Rae]

And so there's no discipline at six feet, let me tell you.

[Ryan Bailey]

So you guys are very close, you two. Very close.

[Caroline Rae]

Very close.

[Kim Whitley]

I brought gifts in the green room for you.

[Caroline Rae]

You did.

[Kim Whitley]

And my baby.

[Ryan Bailey]

Can I ask you, do you live in Hancock Park?

[Caroline Rae]

Well, does everyone have to know that?

[Ryan Bailey]

No, because I'm moving there, and I thought you might be a neighbor.

[Caroline Rae]

Okay, well, let's not give out addresses and things like that.

[Ryan Bailey]

No, we're not giving out address. It's a big city.

[Caroline Rae]

Yeah, it is a big city. I might.

[Ryan Bailey]

I might be there. That's what I thought. That's what I thought.

[Kim Whitley]

One of our favorite places in the world.

[Ryan Bailey]

Yeah, it's pretty.

[Caroline Rae]

But you want to know something terrible during the fires last year?

[Kim Whitley]

Oh, yeah.

[Caroline Rae]

Kim had to evacuate.

[Ryan Bailey]

Yes.

[Caroline Rae]

And the only damage to my house was that she dropped a fire extinguisher on the lawn. It exploded and burnt all of my grass.

[Kim Whitley]

Right. Who knew?

[Caroline Rae]

That was what.

[Kim Whitley]

First of all, why did I have the fire extinguisher with me? I took it with me because I didn't know what we were going to run into. I took the fire extinguisher. Why did I have it?

[Shane]

You're going to pull over on the 101 and put it on fire.

[Ryan Bailey]

You were going to bring it into Caroline's house.

[Kim Whitley]

I brought it to house and dropped it and then exploded on the lawn.

[Caroline Rae]

Yeah. And they're like, did you have any fire damage? I go, well, it's weird. I did. From Kim. That's the only thing that happened. So the last Kim bathed Joshua, her son, in the sink at my house. That's how long we have known each other.

[Ryan Bailey]

Wow.

[Caroline Rae]

I mean, she was at my baby shower for a. But we've known each other. And my father was. Oh, no. We met each other both trying to have.

[Kim Whitley]

Never knew we'd have a kid.

[Caroline Rae]

Oh, no. It was the craziest.

[Kim Whitley]

We got right back to back.

[Caroline Rae]

And we would cry about it because we thought we were like, why? Why did we care about her career so much? All we want to do is we want to be mothers and have children. And then all of a sudden, I call her, and I'm like, you are not gonna believe this.

[Kim Whitley]

No, no, no. This is what you did. We were in Hawaii.

[Caroline Rae]

Oh, right.

[Kim Whitley]

You were doing a corporate event, and you laid on the couch in the big suite, and you pulled up your shirt and you said, look. And I was like, oh, my God, you ate another burrito. Because she blows up when she eats. And she couldn't believe it because she Was showing me this bump on her stomach. It didn't look like a round bump. It looked like she ate too much. And she was like. I went crazy. I went crazy. I could not believe. I was like, you're, like, really pregnant. Like, for real.

[Caroline Rae]

I don't know why I had to tell everybody because we were going swimming with dolphins, and those bitches will rat you out. They will tell you if you're pregnant.

[Ryan Bailey]

Oh, the dolphins. They will.

[Caroline Rae]

They were like, no, no, no, no, no, no, no, no, no, no. Pregnant, Right. So I couldn't go swimming with her.

[Kim Whitley]

I got in with the dolphins.

[Caroline Rae]

You did get in with the dolphins.

[Kim Whitley]

Which was the craziest thing. Wait.

[Ryan Bailey]

The dolphins, they would not respond well.

[Caroline Rae]

If you got in the water if you're pregnant, they get very upset around you. Like, they won't. They won't swim around you.

[Sarah Colonna]

Yeah.

[Ryan Bailey]

Really?

[Caroline Rae]

Yeah. Dolphins are so much smarter than all of us.

[Kim Whitley]

Yeah. It's a trip. Yeah, They. I jumped out of the ocean.

[Caroline Rae]

No, but they're so. They're. They are. They are terrifying. Like when they. When you stand there and then they go like this and they come through your legs, and then they. I beg your pardon. And then they take you on, like, a ride, and then one second before they smash you into a brick wall, they let you go. And that sound they're making is a mocking laughter. That is. That is. That is the sound of a dolphin going.

[Ryan Bailey]

That sounds exactly.

[Caroline Rae]

Yeah.

[Kim Whitley]

This is very good.

[Ryan Bailey]

Very good impression.

[Kim Whitley]

Hilarious.

[Ryan Bailey]

Was that Caroline?

[Caroline Rae]

I have such useless skills. I can guess your sign and do a dolphin impression. That's it.

[Ryan Bailey]

Now, the last time Kim Whitley was on, we had so much fun that we forgot to promote. Yes, we forgot to promote.

[Kim Whitley]

We had. So we were drinking.

[Ryan Bailey]

I don't know if you know this, but then I had said to you, I'm gonna go ahead and promote it on the next show, which I forgot. But then the next.

[Caroline Rae]

I love it.

[Ryan Bailey]

The next day I remembered.

[Kim Whitley]

Oh.

[Ryan Bailey]

And so not only did I promote it, but Now I bought 10 tickets. Front row.

[Kim Whitley]

Front row.

[Ryan Bailey]

Yes. This Saturday to see you both.

[Caroline Rae]

You did not.

[Ryan Bailey]

I swear to God.

[Caroline Rae]

She is killing it.

[Kim Whitley]

Okay.

[Caroline Rae]

I'm so proud of her.

[Kim Whitley]

I'm so proud of her.

[Ryan Bailey]

Is that not good?

[Caroline Rae]

No. The front row. No, that's good.

[Ryan Bailey]

Should I not be in the front?

[Kim Whitley]

We don't like people we know in the front row.

[Caroline Rae]

Nobody. Comedians are so weird. We don't want to see people who know that. I will be. I will engage with you. Don't worry. What are you talking about? That Was so nice of you.

[Ryan Bailey]

I'm bringing Raven Simone now.

[Kim Whitley]

This is strange. I just text. I haven't talked to her in probably two years. I don't know. Two days ago I text her and I said, I really miss you.

[Ryan Bailey]

So funny. She was here yesterday. She said, tell Kim that. She said, I mean, this is so crazy. She said, tell her I said, hi.

[Shane]

She's like, oh, I love Kim. My mom love Kim.

[Kim Whitley]

Yup.

[Ryan Bailey]

So. So then I had the 10 tickets. So I called them last night. Miranda and Raven. I said, come join me on Saturday. They're like, within two seconds, we're in. So they're coming now. So it's. It's myself and Ty. Is this bad? Is this not good?

[Caroline Rae]

No. Look at you. Just sweet child.

[Kim Whitley]

So nice of you.

[Caroline Rae]

You're so in love. The last time I saw you, you did not have this full in love vibe. You are so.

[Kim Whitley]

You really are glowing.

[Caroline Rae]

You are glowing. Are you pregnant?

[Kim Whitley]

I don't know.

[Caroline Rae]

No.

[Kim Whitley]

No.

[Ryan Bailey]

It could be all the too. So Shane's going with his partner?

[Shane]

Yep.

[Caroline Rae]

Okay. And then what sign is your partner?

[Shane]

He's August 20th.

[Sarah Colonna]

Leo.

[Caroline Rae]

Leo.

[Ryan Bailey]

Oh, you don't know.

[Caroline Rae]

Yeah, He's a Lego.

[Ryan Bailey]

He's a Lego.

[Kim Whitley]

He's out in the cusp.

[Shane]

He's a Leo.

[Ryan Bailey]

Kian, are you going? Kian's going.

[Jeff Lewis]

Annie's going.

[Ryan Bailey]

So she'll have very little clothing on.

[Caroline Rae]

I'm done dressing asleep. You can borrow this.

[Ryan Bailey]

And then who else is going? Oh, our. Yes. Our producer of our TV show, Michael.

[Shane]

Michael and Brock and Raven and Miranda.

[Kim Whitley]

Oh, my God.

[Ryan Bailey]

You know what I was thinking beforehand? Houston's. It's only a mile away.

[Shane]

No, I forgot to tell you, Jeff, they're fully booked.

[Kim Whitley]

What?

[Commercial Announcer]

No.

[Shane]

Even a party of two. It was 3:45 or 9:45. I was like, the show's at 7:30.

[Ryan Bailey]

Oh, I wanted to go to Houston.

[Caroline Rae]

Who eats at 3:45?

[Ryan Bailey]

Nobody.

[Shane]

No, I know that's when it's open. But then Justin told me there's a Fleming's and something else right. Right next to.

[Ryan Bailey]

Oh, I like Flemings. So the Ice House.

[Caroline Rae]

It's a show in the 1980s. Aren't these restaurants?

[Kim Whitley]

What about.

[Caroline Rae]

That's how he rolls. TGIF. What about there? Yeah. Chili.

[Kim Whitley]

No, that's funny. Oh, you two got jokes.

[Ryan Bailey]

I would love a Fridays. It's not TJF anymore.

[Caroline Rae]

Oh, it's not.

[Ryan Bailey]

It's Fridays.

[Caroline Rae]

Okay.

[Kim Whitley]

Is it old? Is it still around?

[Ryan Bailey]

Yeah.

[Kim Whitley]

Oh, I did not know.

[Caroline Rae]

Where did you grow up?

[Ryan Bailey]

Hold up.

[Kim Whitley]

Ice House.

[Ryan Bailey]

If There's Ice House and Pass it here. Is it sold out already?

[Caroline Rae]

No.

[Kim Whitley]

You bought all the tickets.

[Shane]

There's a Ruth Chris right there.

[Ryan Bailey]

I think I have a gift card. Ruth Chris.

[Shane]

This is coming together.

[Caroline Rae]

Okay, Ruth Chris. But then you're gonna be very full at that show.

[Ryan Bailey]

I know. It's okay.

[Caroline Rae]

I'll have a 72 ounce steak placed at the small portion. Right.

[Ryan Bailey]

Give me a small steak just in butter.

[Shane]

Cook it in butter.

[Ryan Bailey]

Can't wait.

[Caroline Rae]

So good.

[Kim Whitley]

Ruth Chris Butterfly.

[Ryan Bailey]

Are there still tickets available?

[Kim Whitley]

I'm hoping there are tickets, seeing that.

[Ryan Bailey]

You'Ve bought Ice House Pasadena.

[Kim Whitley]

Pasadena. This Saturday, 7:30 show. Caroline Rae, Kim Whitley and someone, our host. I have no idea right now. Forgot about that.

[Ryan Bailey]

Yeah, but then you guys, are you going to Vegas together?

[Kim Whitley]

And yes, end of the month, we will be in Vegas at Jimmy Kimmel's on the last two days, the last Sunday and Monday of the month. I don't have my phone because early.

[Caroline Rae]

Here's the thing. I will tell you something, Jeff. I swear to God. We're really funny. We're really, really good at our job. We are terrible at scheduling. Often I only find out I have a show because it's on Instagram and Kim is the same way. Is that not correct?

[Kim Whitley]

That's exactly true.

[Ryan Bailey]

There was a few things. There was some notes on you, Caroline, that I read. Oh, okay. And it's funny when you read things and you. You obviously, I start feeling a kinship with someone. And I understand therapy. Your take on therapy, which is it is an hour of the day that someone just has to listen to you talk about yourself.

[Caroline Rae]

Yeah. It's like I'm the guy on the date. Yes.

[Ryan Bailey]

Yeah, I very much relate to that. I had therapy yesterday.

[Caroline Rae]

It's the best.

[Ryan Bailey]

She couldn't get a word in.

[Caroline Rae]

Oh. Can I say, really? This was so. Even with this voice the most, you know that you're obsessed with someone, truly obsessed. When your therapist says, if you never mention him again, I won't charge you anymore. Do you know who it was? Chip. Remember Chip? Anyway, she was like, I can't. I can't hear another Chip story. I can't, I can't, I can't, I can't, I can't. Yeah, I used to say, oh, I started to see a therapist because my family says I'm in denial, which is a total lie. And I've just convinced myself there's a friend that I see once a week, and then I lend her $220. Yeah, it's amazing. How long have you done It.

[Ryan Bailey]

Oh, forever. On and off forever.

[Caroline Rae]

Everybody should. Everybody should check in. Otherwise, you're not awake. You're walking around like a little robot.

[Ryan Bailey]

Yeah.

[Caroline Rae]

Check in.

[Shane]

Should I do it?

[Ryan Bailey]

The other thing, which I think maybe Kim can relate this to this also. I also have one child.

[Caroline Rae]

Oh, you do.

[Ryan Bailey]

And you have compared your relationship with your daughter as. She is the evil queen and you are her maid.

[Kim Whitley]

Yes.

[Ryan Bailey]

Well, that sounds weird. I feel that way.

[Caroline Rae]

No, no, that sounds very much.

[Kim Whitley]

You are.

[Caroline Rae]

She is. I call her queen hormone. And it's because if there's anything that she'll actually ever ask me to do, I am, like, thrilled. Like, if she's like, lady, lady who fetches things, that's her name for me. And then she'll say, like, her name is Ava. And we call it. Ava's on because there's a package every day, and she's like, go and fetch me. And then I'm, like, on a mission. I'm literally walking through the street in Starbucks and the order is in my head. I'm so afraid I'm going to get it wrong because I want to please her. It's pathetic, but it's the truth. She's the love of my life. It's ridiculous.

[Ryan Bailey]

It's the same.

[Caroline Rae]

How old is your daughter?

[Ryan Bailey]

Nine.

[Caroline Rae]

Oh, you're in for it, buddy.

[Kim Whitley]

No, he's got to stop.

[Caroline Rae]

What's her sign?

[Ryan Bailey]

She's a Scorpio.

[Caroline Rae]

I had to have an emergency C section because I was very high risk for having a Scorpio. She's strong. I didn't realize my daughter born that good at sex and unable to forgive. Sorry. I know.

[Ryan Bailey]

She's real strong. You're right. She does not forget a damn thing.

[Caroline Rae]

And she doesn't say sorry, so don't expect it. Here's the trick to them.

[Ryan Bailey]

Oh, that's interesting.

[Caroline Rae]

Here's the trick. As mean as they can be. And they. If you'll look very closely, they have fingers and one little zapping thing. You have to tell them about scorpions in Italy. They're hyper. Hypersensitive. Fiercely loyal.

[Ryan Bailey]

Yes.

[Caroline Rae]

And they will go down under the ground to the darkest place possible, and they will dwell there, but they will always come up for air. And they don't want to be like, they want you waiting at the end of it. They don't want you on the route. So if she's bummed and depressed, because they also have a tendency to, like, they're dark when they're upset.

[Ryan Bailey]

It's interesting because there are fleeting moments where she is so sweet and nurturing and caring with me. And those are the moments that I cherish to the point where over the weekend when I was sick, she was at school and thought about me and made this.

[Caroline Rae]

I know. See, that's it. Once they start making art for you.

[Ryan Bailey]

And then I'm done. And it's like, whatever you want.

[Caroline Rae]

Of course you made that for me.

[Kim Whitley]

Get better soon. Who's Monroe? The baby?

[Ryan Bailey]

Yeah.

[Kim Whitley]

Oh. I was like somebody.

[Caroline Rae]

Even though she thinks your name is Monroe. That's what she's thinking. That's a beautiful name.

[Kim Whitley]

Monroe is her name.

[Ryan Bailey]

Yeah. But she calls me Daddy Jeff and then my. My ex. Daddy Gage. But you see at the end where it says I love you?

[Kim Whitley]

Yes.

[Caroline Rae]

Okay. So does she live between the two of you? But here's. You gotta think. That's a sh. That's a lot to process for a kid.

[Ryan Bailey]

It's rough.

[Caroline Rae]

And they will. No matter what. They will.

[Ryan Bailey]

So I carried around with me in my bag.

[Caroline Rae]

They'll compartmentalize and you'll be one and they'll be the other. And it's so hard when you're not with them all the time to not want to be the good parent, like the good guy, you know? It's so hard.

[Ryan Bailey]

You know what, Caroline? It's funny you say that, because it's very hard for me, the very first day, to transition back to punishment her because I haven't seen her for a week. But I realize if I. And it doesn't happen often, but there's some Mondays when she comes home, she's got to immediately get a timeout for whatever reason, because it'll set the tone for the week. So if I do that, a timeout. So if she misbehaves the first day, if I do some sort of timeout, I swear to God, the next, the rest of the week is perfect.

[Caroline Rae]

Yeah.

[Ryan Bailey]

But it's hard for me because I don't want to be in a situation where I've missed her so much for the whole week. And then here we are in this.

[Caroline Rae]

You know what? It's very tricky when you divide like that. I could never have done the one week on, one week off. Because single parents, even though they're not single, you've got two parents and you're raising your child, but you're not doing it together as a team. Right. So you have to be mother and father, both of you, each time.

[Jeff Lewis]

Yes.

[Caroline Rae]

Mother, father, mother, father. And you want to be like, I am just that. So.

[Ryan Bailey]

Well, we're also. My ex and I are Not a team. So that's the problem. We are parallel parenting, so we're not even working together.

[Caroline Rae]

Well, that's very hard on the child.

[Ryan Bailey]

It is.

[Caroline Rae]

If there's any way you could both go to therapy. This is the thing. Once you stop being together as a couple and you have a child, you're only allowed to see them through the child's eyes. That's it. You can't see your partner through how you feel about them anymore. You can only see them through that baby. And the minute that child thinks that you two don't get along, she feels like something's wrong with her.

[Ryan Bailey]

How is your daughter's relationship with her father?

[Caroline Rae]

It's good now.

[Ryan Bailey]

Great.

[Caroline Rae]

Yeah, it's good. I love her, dad. I mean, we did. We were not. We went through a very many. A lot of hard times, but I. Yeah, he was married to someone that I did not care for, but it turns out neither did he, so. Thank God.

[Ryan Bailey]

Were you married?

[Caroline Rae]

No, we were never married.

[Ryan Bailey]

How long were you together?

[Caroline Rae]

I don't believe in marriage. I only like to see the trailer. I don't want to stay for the whole movie. It looks like a horror film. Yeah, yeah. Oh, when we met each other, we were both engaged.

[Kim Whitley]

Yes, that's right.

[Caroline Rae]

And we're both trying to get out of the relationships and we didn't want to hurt their feelings. It was. And then she caught her boyfriend cheating. Do you remember that?

[Kim Whitley]

Yes, of course I remember.

[Caroline Rae]

Oh, it's such a good story. It's such a good. Yeah, we.

[Ryan Bailey]

Wait, I don't know about this story.

[Kim Whitley]

Oh, I'm a spy. You know, I'm just.

[Caroline Rae]

How any spy, non female is demented.

[Ryan Bailey]

How did you suspect or why did you suspect a nigga initially?

[Kim Whitley]

That's a good question. I would say because he was hoping.

[Caroline Rae]

Well, they were like, please let him be cheating.

[Kim Whitley]

I was like. Because I know we hadn't had relations, so he had to be trying to have relations somewhere. And he said he was going to Vegas with his boys for the weekend. I was like, I've never gone to Vegas with your boys before. So I talked to my brother and my brother was like, you know, there's this spyware you can put on the computer and you can see his emails. And so we did a. My brother took control of my computer while he was gone. On his computer. We. Blah, blah, blah. We put some stuff on there and it showed. I've never done that since, but it showed all his emails. And I printed all the emails up and I knew when the Girl was flying in. They were really going to a hotel down the street. It was a mess. I feel bad and I felt bad and I tried to call the girl and I was like, come back.

[Caroline Rae]

I'm sorry.

[Kim Whitley]

Because I knew I was not into him and why should I deprive him of having a rendezvous?

[Caroline Rae]

Because it was so much fun when you caught him.

[Kim Whitley]

It was fun. That's the problem.

[Caroline Rae]

There's some real joy in being able to spy on someone. It gets to be fun. It's wrong, you know?

[Ryan Bailey]

I mean, you were vindicated, right? Something that you had suspected.

[Kim Whitley]

Yes.

[Ryan Bailey]

And you were correct.

[Kim Whitley]

I was correct. And then I felt bad and.

[Ryan Bailey]

But not everybody gets confirmation, right? You got a confirmation he was cheating.

[Kim Whitley]

Yes, I did.

[Ryan Bailey]

You caught him.

[Shane]

You had the paper.

[Ryan Bailey]

That's really rewarding. You're right.

[Kim Whitley]

It is. It was rewarding.

[Caroline Rae]

It's terrible. But it's. But it's such an. You know what it is when you are so obsessed with somebody like that, Cheating. You're so bored in the relationship, you're like, well, this is. Seems fun and dramatic and heightened and I care. But no, you're just.

[Kim Whitley]

No. And then I was. Then you get mad because you're like, how? Gotta be smarter than that. Come on. You know, I had a camera and a tissue box. I had a lot of stuff going on. I was doing too much. I was way doing too much.

[Ryan Bailey]

It was too easy, right?

[Kim Whitley]

It was.

[Ryan Bailey]

You caught him too easily.

[Kim Whitley]

Yes.

[Ryan Bailey]

You kind of wanted more of a challenge.

[Kim Whitley]

I wanted more of a challenge. I wanted him to get away with it, at least. I did not want you. And then I felt bad because he's not that guy. He's not the cheating kind of guy. He just. That happened. And then when I look back on it, I was like, he was a.

[Caroline Rae]

Cheating kind of guy.

[Ryan Bailey]

He cheated.

[Caroline Rae]

He was a cancer, just drawing someone in.

[Kim Whitley]

But he had to.

[Caroline Rae]

Now he. Oh, my God.

[Kim Whitley]

I was not giving him anything.

[Shane]

Then he should have broken up with you.

[Caroline Rae]

Yeah, yeah, exactly. I gave him an excuse.

[Kim Whitley]

We was deep in.

[Caroline Rae]

You were not deep in. And that was the problem.

[Kim Whitley]

You weren't in at all.

[Ryan Bailey]

Where was he staying?

[Kim Whitley]

We were living together.

[Ryan Bailey]

No. Which hotel?

[Kim Whitley]

Oh, this? No, no. This was here in North Hollywood where they film all those movies.

[Ryan Bailey]

No.

[Kim Whitley]

So it was the Sahara, that one that you always see on all the movies.

[Ryan Bailey]

That's a motel.

[Kim Whitley]

And it's like a motel that you.

[Ryan Bailey]

Rent by the hour.

[Caroline Rae]

I guess so.

[Kim Whitley]

I felt so bad.

[Ryan Bailey]

Does it have a pool in the middle and all that?

[Caroline Rae]

Tell them what happened when you. You busted them.

[Kim Whitley]

Which part?

[Caroline Rae]

Well, didn't the woman like, freak out?

[Kim Whitley]

No, no, I didn't see them doing it, but she freaked out because I remember I was chasing him.

[Caroline Rae]

Oh, that's right.

[Kim Whitley]

In the car. Oh my God. And I don't even want to say that because I don't want kids to do that. I was riding down the street.

[Sarah Colonna]

Yeah.

[Kim Whitley]

My girlfriend was like, let me out the car. You're driving too fast. Pull over. Let me out the car.

[Caroline Rae]

You're crazy.

[Kim Whitley]

Cause I thought I was in a movie. I thought I was in a movie.

[Ryan Bailey]

How long had you guys been dating?

[Kim Whitley]

Oh, we had been together a couple years.

[Caroline Rae]

A long time actually. They were eng.

[Kim Whitley]

I believe that American.

[Jeff Lewis]

Idol can change my life for the better.

[Caroline Rae]

ABC Monday American Idol is back.

[Ryan Bailey]

Why are you so emotional?

[Caroline Rae]

I didn't think I'd ever get to be somewhere like this.

[Commercial Announcer]

Where your vote turns dreamers. You ready for it?

[Kim Whitley]

You're on the Hollywood League into Idols.

[Jeff Lewis]

There it is.

[Caroline Rae]

The golden ticket.

[Jeff Lewis]

You are inspiring.

[Caroline Rae]

You're pretty incredible.

[Ryan Bailey]

American Idol season premiere Monday 8, 7.

[Caroline Rae]

Central on ABC and stream on Hulu.

[Jeff Lewis]

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[Ryan Bailey]

Do you know what a chump is?

[Caroline Rae]

No, but I know what chud is. Right. What's the word?

[Kim Whitley]

A chump is a whole and chopped.

[Caroline Rae]

Chopped. Sorry.

[Ryan Bailey]

Unfortunately, we had a. A very angry. A celebrity's husband was angry about the things that we spoke about on this show. He started texting me. He called me a chump. He called the people on this show a chump. We are now. We basically have adopted that name. So we are considered chumps. Our listeners are considered chumps. You are now an honorary chump.

[Caroline Rae]

Caroline Rae, thank you very much.

[Ryan Bailey]

Yes, you're welcome.

[Kim Whitley]

What about Kim, this guy, the guy that. He was born in the 60s.

[Ryan Bailey]

That name, Kim, is a chump. Because this is your third visit here.

[Kim Whitley]

Oh, I'm a chump.

[Ryan Bailey]

So you now qualify for the chump events. So tonight we have a chump mixer. There's over 50 chumps, all basically co hosts. There's 50 chumps attending tonight. And you are invited. And you are invited.

[Caroline Rae]

How lovely. Where is chump night?

[Ryan Bailey]

I'll tell you off these very close to our homes.

[Kim Whitley]

Okay?

[Ryan Bailey]

So it's a real quick. It's big city. A lot of homes there, Caroline. No one's big city, a lot of homes. You know, big golf cart course. You know, there's a lot of things there. So no one's gonna find out where you live.

[Caroline Rae]

That's so funny.

[Ryan Bailey]

A lot of celebrities live where we.

[Caroline Rae]

Live, right by the golf course.

[Ryan Bailey]

Okay, Big celebrities or close to Larchmont, you know, depending what your preference is.

[Caroline Rae]

Have you been to Max and Helen's yet?

[Ryan Bailey]

I have not. Is that where that party was over the weekend? Yes.

[Caroline Rae]

What party?

[Kim Whitley]

I want to go.

[Shane]

There's a Sirius X, something. Oh, there, there.

[Ryan Bailey]

On Saturday. It was a brunch.

[Caroline Rae]

Phil Rosenthal's daughter, Lily is running it with her husband. I think it's Mason.

[Kim Whitley]

That's right.

[Caroline Rae]

I'm telling you, there is a maple butter involved in their homemade waffle that I realized that the line to get in is two or three weeks. But it is totally worth it. You have to go.

[Ryan Bailey]

I've been so. I've owned several homes in Hancock Park. Cause I flip houses. That's right. And I think I know your home.

[Caroline Rae]

Stop it.

[Ryan Bailey]

No, I'm just gonna say. Oh my gosh, it's beautiful.

[Caroline Rae]

Thank you. Okay.

[Ryan Bailey]

It's beaut.

[Caroline Rae]

Talking about my home.

[Ryan Bailey]

I'm not going to say the street. I'm not going to say the cross streets. I'm not going to say the address. Store.

[Caroline Rae]

I saw a fridge the other day.

[Kim Whitley]

I got parked several times.

[Caroline Rae]

Yes. But I saw a fridge. I. I had romantic feelings when I saw this fridge. It was. How do you feel about. Since you're a home flipper, how do you feel about a glass front fridge?

[Ryan Bailey]

I love them.

[Caroline Rae]

I love them.

[Kim Whitley]

Oh, horrible. Don't you dare get one.

[Caroline Rae]

Really.

[Kim Whitley]

You're not organized.

[Caroline Rae]

You know what?

[Ryan Bailey]

Just because you want actually in high school.

[Caroline Rae]

Oh my God. She's not organized either. Why either one?

[Kim Whitley]

Why am I organized? Because you're not going to get a glass fridge.

[Caroline Rae]

Can I tell you?

[Ryan Bailey]

And I should have got one.

[Caroline Rae]

One. Yeah.

[Kim Whitley]

Yes you are.

[Ryan Bailey]

I should because I have and also have a second kitchen. So I could have put everything. I could have put the ugly in the second kitchen. That was a mistake.

[Caroline Rae]

You know what?

[Ryan Bailey]

I could. I bet I could change the door though.

[Kim Whitley]

No, don't Sub zero.

[Ryan Bailey]

You could change the doors.

[Caroline Rae]

Swap it out. It's yeah. Sub zero. I don't think.

[Kim Whitley]

You know what, I'm sorry to the listeners. Everyone is kind of talking really rich. And over some of your heads. I don't understand anything about this. Sub zero.

[Caroline Rae]

I'm sorry. When we were at your estate last. Why don't we talk about your airplane? Yes. When I was playing tennis on your estate in your walk in closet that is actually also known as a two bedroom apartment in New York City. Ms. Fancy Pants. That's the biggest, the biggest closet you've ever seen.

[Ryan Bailey]

Some of these people that come on here, these rich celebrities like Kim, they feel like they need to be relatable.

[Caroline Rae]

Because they identify as poor.

[Ryan Bailey]

Wow. Oh, is that it?

[Caroline Rae]

Wow.

[Ryan Bailey]

It's a poor man's thought thinking. You're right.

[Caroline Rae]

By the way. Also, Kim grew up in like the fanciest pants area of Cleveland.

[Kim Whitley]

Wow. Now we're talking about me.

[Caroline Rae]

Her father and her uncle were famous, famous architects. Like the most famous in the city. So this is not a girl from like wrong side. Yeah, yeah. You Know who she grew up right across? Who her neighbor was growing up.

[Ryan Bailey]

Who?

[Caroline Rae]

Molly Shannon.

[Kim Whitley]

We grew up together. Molly.

[Caroline Rae]

Isn't that crazy? Yeah. That was Jennifer's coming today. Shaker Heights. Jennifer Heights.

[Kim Whitley]

Yay.

[Ryan Bailey]

Is it true that your storage unit was sold off Cause you didn't pay the bill?

[Caroline Rae]

Yeah, but it's not that I didn't pay the bill. My American Express card got stolen. So then what happened? It was an automatic payment on it. And so I didn't like which store?

[Kim Whitley]

New York or the one here.

[Caroline Rae]

Which of the 2,000 storage units? I don't know.

[Kim Whitley]

Yes. With my stuff in it, I'm sure.

[Shane]

Look at.

[Caroline Rae]

You're such a bus thrower. You are exactly the same as me.

[Kim Whitley]

Sorry. Yeah.

[Ryan Bailey]

You have your shit and her sword unit.

[Kim Whitley]

No, we can't have everything. I have her. I've had to look to see if I have anything of hers on. I do have a purse. I have a pocketbook that is.

[Caroline Rae]

Okay.

[Kim Whitley]

Can we tell them the stolen purse?

[Caroline Rae]

No. No. Okay. Tell him that. No.

[Ryan Bailey]

Can we finish the storage unit first?

[Kim Whitley]

Here's the thing.

[Caroline Rae]

So I did not. I didn't know that it was on an automatic payment. So it's not like I wasn't paying it. And then by the time I'd realized the card was stolen and replaced and I had not been in New York. And then I came back and I called and they're like, we sold all your stuff out of your storage unit.

[Ryan Bailey]

Why would they not contact you?

[Caroline Rae]

My God, I don't know. I was very upset. And honestly, a little part of me was relieved. I gotta be honest. One storage unit down. But it had a lot of sentimental things in there.

[Kim Whitley]

Sentimental?

[Ryan Bailey]

That's terrible.

[Caroline Rae]

Like, all my clothes were more stressed, you know.

[Ryan Bailey]

Oh. Cause yeah, you definitely want to save all that.

[Caroline Rae]

Yeah, you do. And I don't know, what about your teacups? Oh, please.

[Kim Whitley]

Anything? Nothing like that.

[Caroline Rae]

I could leave the garage door open with like an arrow. Help yourself. And you know what? The first car I ever bought was a 1980 Chevy Chevette. I was in Minneapolis and it died on the side of the highway. And I left the registration in a note that said, it's yours.

[Kim Whitley]

Wow. Yeah.

[Caroline Rae]

So I have no pro. Yeah. Anyway, what do you collect? Anything? No, nothing. Nothing. You're an Aries that doesn't collect? No, you collect houses and flip them.

[Ryan Bailey]

Yeah. Okay. Houses, cars, people.

[Caroline Rae]

Okay, Houses, cars and people. Those are things. Aries definitely collect people. Yes, definitely.

[Kim Whitley]

Really?

[Shane]

Oh, you're in a collection?

[Caroline Rae]

No. How many?

[Ryan Bailey]

I'm trying to Collect you my collection.

[Kim Whitley]

Oh, yes, I'll be collecting. Especially if you keep this voice. I like this deep voice. It's sexy voice. It sounds like me in the morning.

[Ryan Bailey]

So what happened to the stolen purse?

[Kim Whitley]

Okay.

[Caroline Rae]

I think. Didn't I.

[Kim Whitley]

No, Maybe I didn't tell. So Caroline is very generous. Okay.

[Caroline Rae]

There's finally something nice about me.

[Kim Whitley]

Okay. She just always gives, you know, people but me. Every time I come over her house, I leave with clothes, jewelry, anything, painting, paintings. Always a lot of art. But she's been like that with me, my son, and she just always gives us stuff. I come over there, I got this one time. She was really heavy, designer purse. This was one time, and I took it home, and I was like, oh, the heavy purse. And I looked it up, and I was like, oh, this is $3,000. But it was heavy. So then I went over there. Maybe last year. Was it maybe eight months ago?

[Caroline Rae]

No, it was a couple years ago now.

[Kim Whitley]

A couple years ago. Had no idea. She gave me another kind of heavy purse. I had, like, metal on it or something, but I never used it. I'm telling you, three weeks ago, my niece is like, oh, let me dress you. She's like, oh, this purse will be fly. You know, she's young. Take this purse with. And I was like, oh, that's the purse Caroline gave me. It's cute. Okay? And then I go continue to get dressed. And she was like, caroline gave you a Gucci? This is when you old. I never saw the word Gucci because it was small. And I went back over, I said, that is a Gucci. And I went in the little zipper part because it was brand new. And the little zipper part had the paperwork and everything. I was like, she gave me a Gucci. I was like, she loves me.

[Caroline Rae]

Okay, parallel universe, three weeks ago, I'm like, where is the Gucci purse I bought my sister? I cannot believe. I cannot find this purse. It's driving me crazy. I got her this Gucci purse, she saw it, and then she left it here, and I've gotta give it to her. Where is it? Okay. Complete panic. Then cut to.

[Kim Whitley]

Kim says, hey, girl, I can't believe. You know, the other night, I grabbed the purse that you gave me.

[Caroline Rae]

You have my Gucci purse? No, I didn't mean to give you that.

[Kim Whitley]

I was like, you gave it to. No, you said, did you take it? I said, I didn't take your purse. You gave me the purse. I just didn't see it said Gucci because I'd have my glasses on.

[Caroline Rae]

Oh, let me tell you, the other day, I come in, she's rifling through a drawer. She's like, these are things that I would like. I go, it's. It's a Tiffany necklace. You can't.

[Kim Whitley]

But you didn't. You weren't using it.

[Caroline Rae]

I know I wasn't. And then I felt bad that I didn't give it to you.

[Kim Whitley]

But that's okay. I went and got my Pandora and put it on to show you that I have Gucci.

[Ryan Bailey]

So you had to return the Gucci so that way she could give it to her sister?

[Kim Whitley]

Yes. I shined it up. I took all the little crumbs of food out of it.

[Ryan Bailey]

Did you wear it that night, though, at least?

[Kim Whitley]

Oh, yeah. I got pictures of me in the Gucci.

[Caroline Rae]

I mean.

[Kim Whitley]

And it was. I couldn't believe it.

[Caroline Rae]

I was like, I gotta.

[Kim Whitley]

Wow, it's a new Gucci bag. And she was. But this was in front of friends at our house. I was like, I had your bag, and I couldn't believe it was a Gucci. Thank you. She was like, that's my sister's bag. Did you take in front of everyone? I was sitting. Only black person in the house for miles.

[Caroline Rae]

And by the way, am I the only white person in your house for miles? Yes.

[Kim Whitley]

Okay. We didn't have to bring that up.

[Caroline Rae]

Okay, Exactly.

[Kim Whitley]

I do have a statue of David.

[Caroline Rae]

And he has a tiny penis. Very bad representation.

[Kim Whitley]

No, it's about actress. Okay, Sorry.

[Ryan Bailey]

What purse did she mean to give you? The Michael Kors.

[Kim Whitley]

What did you mean to give me?

[Caroline Rae]

I've given her so many purses. It's like we are like the Sisterhood of the traveling pants. We fit into the exact same clothes. No matter. It's one of those things. No matter. We could both be pregnant and be wearing the exact same clothes.

[Kim Whitley]

But she did give me a black and white purse and a purse that I have today, an orange one. She just went in her closet. Cause she felt so bad, and she grabbed two purses. She was like, here, take these.

[Ryan Bailey]

So you're a shopper.

[Kim Whitley]

Whoa, Caroline. Whoa.

[Caroline Rae]

Excuse me. Whoa. I think Kim's having some kind of a seizure. I don't know. I don't know what the whoa sound means. Jeff, this right here is the underwear drawer in Kim's closet, okay? No, I'm not.

[Kim Whitley]

I'm a collector, not a shopper. Let's talk about your furniture obsession.

[Caroline Rae]

Why is she doing this to me? I don't understand. I'm not a shopper.

[Kim Whitley]

I'm an antiquer A designer.

[Caroline Rae]

You know what I think you get? I don't know.

[Shane]

A curator.

[Caroline Rae]

A curator. Thank you.

[Kim Whitley]

Yes.

[Caroline Rae]

I have a tiny closet now. I used to have a big one.

[Kim Whitley]

Yeah, but you're about to get it. I mean, you need to fix it.

[Ryan Bailey]

How many teacups do you own? I heard that you collect teacups.

[Kim Whitley]

I didn't say it.

[Caroline Rae]

Why did you suddenly get to sexy? Law and order Cross examiner voice. J. I understand you have teacups. Do you want to talk about the teacups? And that's what you used to kill the gardener with. You know what?

[Kim Whitley]

Where did it start? I'm so glad you asked this question.

[Caroline Rae]

My mother was an antique dealer. And when my mother. When my mother died, I was so devastated, I literally cried for two years straight. And suddenly, I went into an antique store, and I was like Patrick Swayze in Ghost. My mother went into my body and started picking teacups because she collected them. And then all of a sudden, I looked around. I was like, I don't even like these. What's wrong? And then my mother's like, shut up, bitch. We're collecting now.

[Kim Whitley]

I did not know that.

[Caroline Rae]

That is the obsession, and I love the. This is my dream is that one day to have, like, a big, open tea house where, because strangers don't talk to each other anymore, and everybody's, like, in this epidemic of, like, loneliness in the country. So if you could sit down and across from a stranger, but you're both having a cup of tea, you could, like, start chatting. So I like that.

[Kim Whitley]

I got. She's Canadian, Ma'.

[Caroline Rae]

Am.

[Ryan Bailey]

You're very deep.

[Caroline Rae]

Thank you. Okay, but how many berries are deep? We're deep, but we want to know how many. Oh, literally, probably a thousand.

[Kim Whitley]

But they're gorgeous.

[Ryan Bailey]

But it doesn't still sound.

[Caroline Rae]

I've had a good tea party.

[Ryan Bailey]

It still sounds like, though, that Kim has a lot more panties than you have teacups.

[Caroline Rae]

No, I just meant in terms of, like, what she has.

[Ryan Bailey]

She has a lot of panties.

[Caroline Rae]

She could. No, she could get dressed in a bedazzled gown for the rest of her life. A different life. And change twice a day.

[Kim Whitley]

That's because my stylist, not because of me. You know what kind of shopper I am. Yeah. She's been trying. I am a regular. You put me in a drugstore. Whoa. Oh, my God. I lose my mind. The trinkets and the little things and the gadgets. I love gadgets and all those things. Actually, I'm gonna start. I have a channel I'm gonna start. It's gonna be Kim's. It's the gadget girl.

[Shane]

Let's hit plug special.

[Kim Whitley]

Yes.

[Caroline Rae]

Kim, where are you this month?

[Kim Whitley]

I am at Jimmy Kimmel Live, actually with you. I'm there every Sunday and Monday, and.

[Caroline Rae]

Then I will be in January.

[Kim Whitley]

In January. Thank you. And then we'll be there together on the 25th and 26th, if you're in Vegas. And I'll also be at the Punchline in Sacramento, and that is January 30th and 31st. And me and you will be at the Ice house this Saturday, January 17th, and Pasadena, California, 7:30.

[Caroline Rae]

Boom.

[Shane]

You can also purchase Caroline's special right now called I identify as a witch on veeps.com v e e p s.com for $11.99.

[Caroline Rae]

You have to go to veeps.com. caroline Rae. I know it's $11.99, and I feel bad, but I produced it myself, and I think it's really very entertaining.

[Kim Whitley]

It's very fun.

[Ryan Bailey]

My producer, Kian, the other Aries, he loved it.

[Caroline Rae]

Oh, good. And I talked about that. I met Taylor Swift, and that's why she has on.

[Ryan Bailey]

The Ice House is very important, because we're gonna be there. So there better be. I think we should sell Every single seat 100%. So it's an ice House in Pasadena, which is a great club this Saturday.

[Caroline Rae]

And then Jeff, it' so Kim is a brilliant comedian. I'm a pretty brilliant comedian, I think. But then Kim and I do stuff together that most comedians don't do together. We have a shtick that we do together, too.

[Ryan Bailey]

I'm excited about it. And Keyan was just telling me. Cause we were cross streaming, and he was telling me that we need to have you both back again. I didn't realize how close you were.

[Caroline Rae]

You didn't?

[Ryan Bailey]

No. I knew we were working together, but I didn't realize this was like, this long term.

[Caroline Rae]

And I know Cher Shepard thinks she's her best friend, but she's not. I know. They're best friends. Whatever. Look at you, Sheri.

[Kim Whitley]

No, Sheri's gotten our talk show and, you know, she's sprouting on and.

[Ryan Bailey]

Are you dating? Cause I heard that a lot of younger men are interested in you, Caroline.

[Caroline Rae]

No, it's not that younger men are interested in me. It's that. Well, first of all, you know you're old when the younger man you're dating is old. Wow, buddy. Wow. You're like in your 40s. This is not like robbing the cradle. You're not young. I remember turning. My mother was so hilarious. And she said I was turning 40 and I was having a complete nervous breakdown. And I was talking to her on the phone and I was sobbing and I go, I'm already 40 in Australia. It's just a matter of hours until it happens here. And my mother goes, darling, it's not like 39 is young. What's the problem?

[Kim Whitley]

Yeah, your mother. That was your mother?

[Caroline Rae]

Yeah.

[Kim Whitley]

Oh, my God.

[Caroline Rae]

Oh, Jeff, you would have loved my mother. She was the funniest in the whole wide world. My first boyfriend was gay. And I didn't know he was gay, and he didn't know he was gay, but my mother knew that he was gay. And his name was Gary. Same with you. And one day when he came over to practice our disco moves, which he let me lead clue number one, because I went to all girls school, the only thing I knew how to do was lead. And my mother said, darling, Gary is here. And darling, I think the R is silent. And I still was like, gary. What? I still didn't get it.

[Ryan Bailey]

She was a doctor. Was.

[Caroline Rae]

No, my dad was. But you know what? My mother could have been a doctor. She was so smart.

[Kim Whitley]

It really could have been.

[Caroline Rae]

She's so smart.

[Ryan Bailey]

Well, Kim Whitley, Caroline Ray, it is such a pleasure.

[Caroline Rae]

Thank you. Haven't finished analyzing your. Your life.

[Kim Whitley]

Wait, are you kicking us out? Is it over again? The show is over. You got to be kidding me. I didn't get to take everything.

[Ryan Bailey]

Please come back.

[Caroline Rae]

All right, Feel better, friend.

[Jeff Lewis]

Thanks for listening. If you want more of this, listen to Jeff Lewis Ladd every weekday on Sirius XM as well as the Jeff Lewis Channel, exclusively on the SiriusXM app.

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[Commercial Announcer]

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[Caroline Rae]

Like my Mochi ice cream. My mochi is scoops of premium ice.

[Commercial Announcer]

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[Caroline Rae]

Flavors like strawberry and mango.

[Ryan Bailey]

Mango.

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[Caroline Rae]

With a purple box of my mochi ice cream today. It's the perfect wintertime treatment.